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Montalcino holiday homes
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32 Villa rentals in Montalcino

Best Montalcino villas and holiday homes with a pool

Among the 32 accommodations in Montalcino, here are the 4 best villas and holiday homes with a pool

Molino Sant'antimo - Montalcino
9.6 21 reviews

Molino Sant'antimo

house, Montalcino
Molino Sant'Antimo is a charming villa located in Castelnuovo dell’Abate, a short drive from the historic town of Montalcino, 21km from Bagno Vignoni and 42km from Chianciano Terme. The property has received excellent ratings for its location, cleanliness and overall user experience.
This four-bedroom villa is ideal for families or groups of friends. You can enjoy a private pool and patio, relax in the garden, or use the fully equipped kitchen with a dishwasher and microwave.
Villa Brunello - Twelve Bedroom Villa, Sleeps 24 - Montalcino
No reviews

Villa Brunello - Twelve Bedroom Villa, Sleeps 24

house, Montalcino
This expansive villa in Montalcino offers a prime Tuscan location, situated 2.1 kilometres from Montalcino Fortress and 5.9 kilometres from Amiata Mountain Park, with convenient access to renowned wineries and gardens such as Leonini Gardens.
This property boasts 550 square meters of floor area, accommodating up to 24 guests with 12 bedrooms and 1 bathroom, and features private parking, air conditioning, a swimming pool, and complimentary Wi-Fi for a comfortable stay.
Scenic Tuscan Farmhouse - Montalcino
No reviews

Scenic Tuscan Farmhouse

house, Castiglione d'Orcia
This spacious five-bedroom Tuscan farmhouse is located in San Quirico d'Orcia, 8 kilometres from Parco dei Mulini, 26 kilometres from Bagni San Filippo, and 43 kilometres from Mount Amiata, with nearby skiing opportunities.
This substantial country house offers accommodation for up to 15 guests, featuring 120 square metres of floor area, a kitchen with a dishwasher, a swimming pool, a garden, a terrace, and complimentary WiFi.
Agriturismo Vergelle - Montalcino
9.2 65 reviews

Agriturismo Vergelle

farm, Montalcino
Agriturismo Vergelle is situated in the Crete Senesi, a 30-minute drive from San Quirico d’Orcia and 19 kilometres from the Abbey of Monte Oliveto Maggiore, offering a peaceful escape in the Tuscan countryside. The property consistently receives very good ratings for its location, cleanliness, and overall experience.
The apartments are decorated in a rustic style with wood-beamed ceilings and terracotta floors, creating a charming and authentic Tuscan ambiance. Guests can enjoy a range of amenities including a swimming pool, a garden with BBQ facilities, and a restaurant serving fresh, locally sourced ingredients.

Best Montalcino villas and holiday homes with a kitchen

Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center - Montalcino
10 15 reviews

Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center

house, Montalcino
Palazzo Tamanti, a recently renovated villa in Montalcino, is situated 42km from Mount Amiata and 43km from Piazza del Campo in Siena, offering easy access to stunning natural scenery and historical sites.
This 400 square metre property boasts four bedrooms, six bathrooms, and accommodates up to twelve guests, featuring a fully equipped kitchen, private terrace, free Wi-Fi, parking, and air conditioning.
Casa Barcaia Montalcino - Montalcino
9.1 13 reviews

Casa Barcaia Montalcino

house, Montalcino
This charming apartment is located in the heart of Montalcino, just a short walk from the town's main street, town hall, and all amenities. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment has two bedrooms, two bathrooms, and can comfortably accommodate up to six guests. The traditional Tuscan style includes a semi-built kitchen with a fridge, a 19th-century fireplace, and a sofa bed in the basement, offering a comfortable and authentic Tuscan experience.
Wine Resort Colsereno - Montalcino
9.6 510 reviews

Wine Resort Colsereno

farm, Montalcino
Casa Colsereno, in Val d'Orcia, offers a self-catering stay a 24km drive from Montalcino and 30km south of Siena, boasting panoramic vineyard views.
This one-bedroom, one-bathroom property features a swimming pool, terrace, garden with gazebo, BBQ, and on-site wine tasting from the working farm, providing self-service breakfast ingredients and free Wi-Fi and parking.
Casa Argiro - Montalcino
No reviews

Casa Argiro

house, Montalcino
This apartment in Torrenieri, part of the Montalcino commune, offers an ideal base for exploring the renowned Montalcino wine region, being just 6 kilometres from the historic town of Montalcino with its medieval fortress.
Casa Argiro, accommodating up to 4 guests across 2 bedrooms and 2 bathrooms, features a fully equipped kitchen with a fridge, air conditioning, and private parking, making it suitable for families or friends seeking a private stay.

Frequently asked questions about villa rentals in Montalcino

  • What are the must-see attractions in and around Montalcino?

    You absolutely must visit the Fortezza di Montalcino, a 14th-century fortress offering stunning views of the surrounding countryside. Don't miss the Museo del Vino, showcasing the history of Brunello di Montalcino wine. And for a day trip, head to the nearby Abbey of Sant'Antimo, a stunning example of Romanesque architecture.
  • What are the best villa rentals in Montalcino?

    Among the villa rentals in Montalcino, Charming House In Montalcino With City View, Montalcino - Casa Gelsomino - Con Giardino and Agriturismo Collodi are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Montalcino?

    The area around Montalcino is home to a variety of wildlife. You might spot wild boar, deer, and foxes in the forests. Keep an eye out for birds of prey like buzzards and kestrels soaring overhead. If you're lucky, you might even see a rare golden eagle.
  • What are the best villa rentals with a pool in Montalcino?

  • What is the best time to visit Montalcino?

    The best time to visit Montalcino is during the shoulder seasons, from April to May or September to October. The weather is pleasant, the crowds are smaller, and you'll enjoy a more relaxed atmosphere. If you're a wine enthusiast, you can also visit during the harvest season in September and October.
  • What are the best villa rentals with a jacuzzi in Montalcino?

  • When is it easiest to book a villa rental in Montalcino?

    The easiest time to book a villa rental is during the off-season, from November to March. You'll have more options and often find better prices. However, if you're planning a trip during the peak season, it's best to book well in advance, especially if you have specific preferences.
  • What are the best villa rentals for families and kids in Montalcino?

    The best villa rentals for families and kids in Montalcino are Charming House In Montalcino With City View, Montalcino - Casa Gelsomino - Con Giardino and Agriturismo Collodi.

  • What are the top hiking trails near Montalcino?

    One of the most popular trails is the Sentiero del Brunello, a 10km circular route that takes you through vineyards and olive groves, offering breathtaking views of the Val d'Orcia. For a more challenging hike, try the Sentiero del Lupo, a 15km trail that leads you to the top of Mount Amiata, the highest peak in the region.
  • What are the best pet friendly villa rentals in Montalcino?

  • What are the advantages of renting a house or a villa in Montalcino

    Renting a villa in Montalcino offers the privacy and flexibility of a home away from home. You can enjoy your own space, cook your own meals, and explore the area at your own pace. It's also a great option for families or groups of friends who want to travel together.
  • What are the best villa rentals with parking in Montalcino?

  • Are there popular destinations near Montalcino?

    Yes, there are plenty of popular destinations within easy reach of Montalcino. Just a short drive away, you can visit Siena, a beautiful medieval city with a stunning Piazza del Campo. Or head south to Pienza, a charming town known for its Renaissance architecture and delicious Pecorino cheese.

Popular destinations

Best Montalcino villas and holiday homes with a fireplace

Casanova Di Neri Relais - Montalcino
9.4 157 reviews

Casanova Di Neri Relais

farm, Montalcino
Casanova di Neri Relais is a farm stay situated in Montalcino, 34 kilometres from Siena and 80 kilometres from Perugia San Francesco d'Assisi Airport. It boasts excellent ratings for its location, cleanliness, and overall user experience.
The farmhouse offers comfortable accommodation in a peaceful setting. Guests can enjoy a range of amenities including a swimming pool, a garden, a sauna, a spa, a restaurant, and free parking.
Agriturismo Villa Paradisino Musico - Montalcino
9.0 63 reviews

Agriturismo Villa Paradisino Musico

farm, Montalcino
Agriturismo Villa Paradisino MUSICO, near Montalcino, is conveniently located 21km from Bagno Vignoni and 42km from Monte Amiata.
This 16-square-metre farmhouse offers one bedroom, four bathrooms, sleeps eight guests, and boasts a swimming pool, bar, and private parking, plus free Wi-Fi.
La Casa Di Alice - Montalcino
9.8 698 reviews

La Casa Di Alice

house, Montalcino
La Casa di Alice is located in Castelnuovo dell’Abate, just 9 kilometres from Montalcino, in the beautiful Valdorcia Natural Park. The property has received excellent ratings for its cleanliness, location and overall experience.
The house has two bedrooms with ensuite bathrooms and a fully equipped kitchen. Guests can enjoy the charming garden, terrace, tennis court and a cosy fireplace in the living area.
Villa Aiale, 7 En-suite Bdrs, Ac Throughout, Private Pool  Wine Estate - Montalcino
10 6 reviews

Villa Aiale, 7 En-suite Bdrs, Ac Throughout, Private Pool Wine Estate

house, Buonconvento
This seven-bedroom villa in Buonconvento, Tuscany, is located within 5km of the Val di Merse and Basso Merse Nature Reserve and under 15km from La Porta Gallery and the Museo della Mezzadria.
Sleeping fourteen guests, this luxury property boasts a private pool, tennis court, extensive garden, fully equipped kitchen, and eight bathrooms, providing ample space for relaxation and recreation.

Best Montalcino villas and holiday homes with jacuzzi

Tipica Casa Toscana - Spa Privata Vicino A Montalcino - Montalcino
No reviews

Tipica Casa Toscana - Spa Privata Vicino A Montalcino

house, Montalcino
This Tuscan holiday cottage is located in Monte Amiata, 16 kilometres from Mount Amiata, 16 kilometres from Bagni San Filippo and Terme Piscina Val di Sole, and 16 kilometres from Parco dei Mulini.
This 60 square metre residence offers accommodation for up to 7 guests with 1 bedroom, 1 bathroom, a fully equipped kitchen, a hot tub, a sun terrace, a garden, barbecue facilities, and private parking, with free WiFi throughout.
Borgo Canalicchio Di Sopra Relais - Montalcino
9.4 243 reviews

Borgo Canalicchio Di Sopra Relais

farm, Montalcino
Borgo Canalicchio Di Sopra Relais is located in the Val d'Orcia Valley, just 1.6 kilometres from the historic town of Montalcino. The farm has received excellent ratings for location, cleanliness and overall user experience.
The property offers spacious apartments with full kitchens, comfortable lounge areas, and air conditioning. Guests can enjoy the two outdoor pools, the spa, the garden, and the on-site restaurant serving authentic Tuscan cuisine.
Tenuta Bosco Di Pietra - Montalcino
No reviews

Tenuta Bosco Di Pietra

gîte, Montalcino
Tenuta Bosco di Pietra is a luxuriously restored farmhouse offering panoramic views of Montalcino and the Val d'Orcia hills, located in the Tuscan countryside surrounded by vineyards, approximately 3 kilometers from Montalcino.
This family-friendly gîte accommodates up to 10 guests across 5 bedrooms and 5 bathrooms, featuring air conditioning, Wi-Fi, a gourmet kitchen with Gaggenau and Miele appliances, a living area with a fireplace, and an expansive terrace with a Jacuzzi and dining facilities, all set within a landscaped park.
Villa Resta: 1573 Monastery - Montalcino
10 1 review

Villa Resta: 1573 Monastery

house, Buonconvento
This Tuscan villa, located in the tranquil countryside near Buonconvento, offers a peaceful escape with 3 bedrooms and 3 bathrooms, accommodating up to 6 guests.
Guests can enjoy a private garden, air conditioning, a swimming pool, and a jacuzzi, with the property providing a family-friendly environment ideal for experiencing the slow living ethos of the region.
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